Galactopyranoside-Substituted N-Heterocyclic Carbene Gold(I) Complexes: Synthesis, Stability, and Catalytic Applications to Alkyne Hydration

Ariana W Hobsteter; Mercedes A Badajoz; Marcos J Lo Fiego; Gustavo F Silbestri

doi:10.1021/acsomega.2c01878

Galactopyranoside-Substituted N-Heterocyclic Carbene Gold(I) Complexes: Synthesis, Stability, and Catalytic Applications to Alkyne Hydration

ACS Omega. 2022 Jun 14;7(25):21788-21799. doi: 10.1021/acsomega.2c01878. eCollection 2022 Jun 28.

Authors

Ariana W Hobsteter¹, Mercedes A Badajoz¹, Marcos J Lo Fiego¹, Gustavo F Silbestri¹

Affiliation

¹ INQUISUR, Departamento de Química, Universidad Nacional del Sur (UNS)-CONICET, Av. Alem 1253, B8000CPB Bahía Blanca, Argentina.

Abstract

A series of novel gold(I) complexes bearing galactopyranoside-based N-heterocyclic carbene ligands have been synthesized via transmetalation of the corresponding Ag(I) complex. Gold(I) complexes have been characterized by NMR, Fourier transform infrared (FTIR), and elemental analysis. An exhaustive NMR analysis shows that the complexes are not stable when hydroxyl groups are deprotected. Catalytic studies, using the alkyne hydration as a model reaction, indicate that the synthesized complexes are active and reusable.